EP2510064A1 - Methods and systems for improving open time and drying time of latex binders and aqueous coatings - Google Patents
Methods and systems for improving open time and drying time of latex binders and aqueous coatingsInfo
- Publication number
- EP2510064A1 EP2510064A1 EP10836300A EP10836300A EP2510064A1 EP 2510064 A1 EP2510064 A1 EP 2510064A1 EP 10836300 A EP10836300 A EP 10836300A EP 10836300 A EP10836300 A EP 10836300A EP 2510064 A1 EP2510064 A1 EP 2510064A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- group
- open time
- coating composition
- latex
- polymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000004816 latex Substances 0.000 title claims abstract description 220
- 229920000126 latex Polymers 0.000 title claims abstract description 219
- 238000001035 drying Methods 0.000 title claims abstract description 65
- 238000000034 method Methods 0.000 title claims description 27
- 238000000576 coating method Methods 0.000 title abstract description 47
- 239000011230 binding agent Substances 0.000 title description 28
- 229920000642 polymer Polymers 0.000 claims abstract description 185
- 239000000654 additive Substances 0.000 claims abstract description 139
- 239000008199 coating composition Substances 0.000 claims abstract description 129
- 230000000996 additive effect Effects 0.000 claims abstract description 113
- 239000000203 mixture Substances 0.000 claims abstract description 79
- 150000001875 compounds Chemical class 0.000 claims abstract description 43
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 39
- 239000000853 adhesive Substances 0.000 claims abstract description 20
- 230000001070 adhesive effect Effects 0.000 claims abstract description 20
- -1 -CI Chemical group 0.000 claims description 63
- 239000003973 paint Substances 0.000 claims description 63
- 229910019142 PO4 Inorganic materials 0.000 claims description 32
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 24
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 22
- 125000003118 aryl group Chemical group 0.000 claims description 22
- 150000007942 carboxylates Chemical class 0.000 claims description 22
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 22
- 239000010452 phosphate Substances 0.000 claims description 22
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 22
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 22
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 21
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 18
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 16
- 150000001768 cations Chemical class 0.000 claims description 15
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 239000002736 nonionic surfactant Substances 0.000 claims description 10
- 239000000565 sealant Substances 0.000 claims description 10
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 9
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 9
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 9
- 229930195733 hydrocarbon Natural products 0.000 claims description 9
- 229920005989 resin Polymers 0.000 claims description 9
- 239000011347 resin Substances 0.000 claims description 9
- 239000003945 anionic surfactant Substances 0.000 claims description 8
- 230000009477 glass transition Effects 0.000 claims description 8
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 8
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 claims description 7
- 125000005600 alkyl phosphonate group Chemical group 0.000 claims description 7
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 7
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- 230000003247 decreasing effect Effects 0.000 claims description 6
- 230000007423 decrease Effects 0.000 claims description 5
- 125000005429 oxyalkyl group Chemical group 0.000 claims description 4
- 239000000178 monomer Substances 0.000 abstract description 137
- TVFWYUWNQVRQRG-UHFFFAOYSA-N 2,3,4-tris(2-phenylethenyl)phenol Chemical compound C=1C=CC=CC=1C=CC1=C(C=CC=2C=CC=CC=2)C(O)=CC=C1C=CC1=CC=CC=C1 TVFWYUWNQVRQRG-UHFFFAOYSA-N 0.000 abstract description 19
- 239000011248 coating agent Substances 0.000 abstract description 17
- QQGRFMIMXPWKPM-UHFFFAOYSA-N 2,3,4-tributylphenol Chemical compound CCCCC1=CC=C(O)C(CCCC)=C1CCCC QQGRFMIMXPWKPM-UHFFFAOYSA-N 0.000 abstract description 12
- 125000000129 anionic group Chemical group 0.000 abstract description 10
- 230000015572 biosynthetic process Effects 0.000 abstract description 5
- 230000035945 sensitivity Effects 0.000 abstract description 3
- 239000002245 particle Substances 0.000 description 69
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- 239000012855 volatile organic compound Substances 0.000 description 38
- 239000004094 surface-active agent Substances 0.000 description 34
- 239000000049 pigment Substances 0.000 description 19
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Chemical group OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 18
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 17
- 239000003995 emulsifying agent Substances 0.000 description 17
- 239000000839 emulsion Substances 0.000 description 15
- 239000003999 initiator Substances 0.000 description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- 239000006185 dispersion Substances 0.000 description 14
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical group OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 12
- 238000009472 formulation Methods 0.000 description 12
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 10
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical group OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 9
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical group OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 8
- 238000007720 emulsion polymerization reaction Methods 0.000 description 8
- 239000003292 glue Substances 0.000 description 8
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 8
- 229920002554 vinyl polymer Chemical group 0.000 description 8
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 230000002829 reductive effect Effects 0.000 description 6
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 5
- 239000005977 Ethylene Chemical group 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
- 239000003139 biocide Substances 0.000 description 5
- 238000001704 evaporation Methods 0.000 description 5
- 230000008020 evaporation Effects 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- 229920001567 vinyl ester resin Polymers 0.000 description 5
- QFXBYZKQOKCTQA-UHFFFAOYSA-N (carbamoylamino) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)ONC(N)=O QFXBYZKQOKCTQA-UHFFFAOYSA-N 0.000 description 4
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical group FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 4
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 4
- 125000005396 acrylic acid ester group Chemical group 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 239000004815 dispersion polymer Substances 0.000 description 4
- 125000001165 hydrophobic group Chemical group 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 4
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Chemical group OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 239000007798 antifreeze agent Substances 0.000 description 3
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003638 chemical reducing agent Substances 0.000 description 3
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical group C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 3
- 150000001993 dienes Chemical class 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
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- 125000000524 functional group Chemical group 0.000 description 3
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
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- 125000003342 alkenyl group Chemical group 0.000 description 2
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- 239000012530 fluid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- NJTGANWAUPEOAX-UHFFFAOYSA-N molport-023-220-454 Chemical compound OCC(O)CO.OCC(O)CO NJTGANWAUPEOAX-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000011505 plaster Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- CHWRSCGUEQEHOH-UHFFFAOYSA-N potassium oxide Chemical compound [O-2].[K+].[K+] CHWRSCGUEQEHOH-UHFFFAOYSA-N 0.000 description 1
- 229910001950 potassium oxide Inorganic materials 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 230000003335 steric effect Effects 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000002123 temporal effect Effects 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000036962 time dependent Effects 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- HSYFJDYGOJKZCL-UHFFFAOYSA-L zinc;sulfite Chemical compound [Zn+2].[O-]S([O-])=O HSYFJDYGOJKZCL-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F9/00—Compounds to be used as driers, i.e. siccatives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D119/00—Coating compositions based on rubbers, not provided for in groups C09D107/00 - C09D117/00
- C09D119/02—Latex
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/02—Emulsion paints including aerosols
- C09D5/024—Emulsion paints including aerosols characterised by the additives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/06—Ethers; Acetals; Ketals; Ortho-esters
Definitions
- VOC Volatile Organic Compounds
- the present invention in part stabilizes the latex particles using steric effects of larger hydrophobic groups to form a protective layer on the surfaces of soft latex particles.
- the large hydrophobic groups adsorbed or grafted onto the latex particles or co- polymerized into the latex particles prevent these latex particles from
- the present invention is a method of preparing latex polymer which imparts improved open time characteristics when utilized in a coating or adhesive composition, comprising copolymerizing (1 ) at least one first monomer with (2) at least one second monomer having the structural formula IB:
- the at least one latex polymer in the latex coating composition comprises has a mean particle size of less than about 200 nm, typically less than about 190 nm, and more typically less than about 175 nm.
- R 5 is selected from the group consisting of -OH, -OCH3, -OC 2 H 5 , -OC3H 7 , -OC 4 H9, -OCsH . -OCeH ⁇ . -CI, -Br, -CN, Phosphonate (-P0 3 " M + ), Phosphate (P0 4 " M + ), Sulfate (S0 4 - M + ), Sulfonate (S0 3 " M + ), carboxylate (COO " M + ), a nonionic group, a C1-C12 alkyl group, a C1-C12 hydroxyalkyl group, a C1-C12 cycloalkyl group, a C1-C12 aryl group, a Ci-C 2 aralkyl group and a quaternary ammonium ion, wherein M+ is a cation including but not limited to H + , Na + , NH 4 + ,
- R, R t R 2 , R3, X and n are as defined for the structure of formula IA.
- the aromatic ring shown in structural formula IB may be saturated.
- such a saturated monomer may be made by saturating a form of the monomer wherein H is in the R position and then replacing the H in the R position with one of the other above-listed R groups.
- the aromatic rings of the styryl groups in Formula IC may be saturated.
- alkoxylated compound of structural formula IIA, IIB, IIC or IIC-1 to the latex polymer forms a mixture having a lower VOC content.
- the resulting composition has alkoxylated compound additive typically in an amount greater than about 1.3% by weight of the polymer or monomers used to form the latex polymer, more typically in an amount greater than about 1.6% by weight of the polymer or monomers used to form the latex polymer, yet more typically in an amount greater than about 2% by weight of the polymer or monomers used to form the latex polymer, even more typically in an amount greater than about 4% by weight of the polymer or monomers used to form the latex polymer, and most typically in an amount greater than about 7.5% by weight of the polymer or monomers used to form the latex polymer.
- the latex coating composition contains surface active alkoxylated compound in an amount between about 1.6% and 7.5% by weight of the polymer or monomers used to form the latex polymer. In another embodiment, the latex coating composition contains surface active alkoxylated compound in an amount between about 1.6% and 45% by weight of the polymer or monomers used to form the latex polymer, typically between about 1.6% and 35%. Pigment is a typical additive, for example, added during formulation of paint from raw aqueous latex polymer dispersion.
- the coating compositions are typically formulated such that the dried coatings comprise at least 10% by volume of dry polymer solids, and additionally 5 to 90% by volume of non-polymeric solids in the form of pigments.
- the dried coatings can also include additives such as plasticizers, dispersants, surfactants, rheology modifiers, defoamers, thickeners, biocides, mildewcides, colorants, waxes, and the like, that do not evaporate upon drying of the coating composition.
- the fluidity factor decreases sharply, which typically indicates a drastic reduction of the average motion speed of the scatterers inside the sample, indicating that the sample is in the drying phase.
- the beginning of stage 3 occurs at and after about 20 minutes, indicated by the sharp curve in the fluidity factor line.
- T2 correlates to drying time, where a shorter T2 time corresponds to the sample drying faster relative to a longer T2 time.
- the T2 time of the latex sample with 4% additive is about 20 minutes
- the T2 time of the latex sample with 2% additive is about 23 minutes
- the latex sample with no additive is about 24 minutes.
- an increasing amount of additive correlates to a decreasing drying time, which is desirable in paint and coating formulations. This is also is unexpected as one would expect to have an increase in drying time as the open time is increased through use of the additive(s) of the present invention.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Dispersion Chemistry (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US28405509P | 2009-12-11 | 2009-12-11 | |
PCT/US2010/001085 WO2011071510A1 (en) | 2009-12-11 | 2010-04-13 | Methods and systems for improving open time and drying time of latex binders and aqueous coatings |
Publications (3)
Publication Number | Publication Date |
---|---|
EP2510064A1 true EP2510064A1 (en) | 2012-10-17 |
EP2510064A4 EP2510064A4 (en) | 2013-05-01 |
EP2510064B1 EP2510064B1 (en) | 2016-06-15 |
Family
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Application Number | Title | Priority Date | Filing Date |
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EP10836300.3A Active EP2510064B1 (en) | 2009-12-11 | 2010-04-13 | Methods and systems for improving open time and drying time of latex binders and aqueous coatings |
Country Status (13)
Country | Link |
---|---|
US (1) | US8304479B2 (en) |
EP (1) | EP2510064B1 (en) |
JP (1) | JP2013513691A (en) |
KR (1) | KR20120135195A (en) |
CN (1) | CN102652163B (en) |
AU (1) | AU2010328689B2 (en) |
BR (1) | BR112012014037A2 (en) |
CA (1) | CA2783810C (en) |
EA (1) | EA201290220A1 (en) |
MX (1) | MX2012006638A (en) |
SA (1) | SA110310655B1 (en) |
SG (1) | SG181500A1 (en) |
WO (1) | WO2011071510A1 (en) |
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MX2014004795A (en) * | 2011-10-21 | 2014-11-21 | Ethox Chemicals Llc | New reactive surfactants for freeze-thaw stable emulsion polymers and coatings thereof. |
FR2982263B1 (en) | 2011-11-04 | 2015-03-27 | Coatex Sas | ACRYLIC THERAPY COMPRISING POLYGLYCEROLS AND USE THEREOF FOR INCREASING THE OPEN TIME OF THIN OR THICK FILMS. |
EP3293229B1 (en) | 2012-03-10 | 2019-07-03 | Ethox Chemicals, LLC | Additives to improve open-time and freeze-thaw characteristics of water-based paints and coatings |
US9644108B2 (en) | 2012-03-10 | 2017-05-09 | Ethox Chemicals, Llc | Additives to improve open-time and freeze-thaw characteristics of water-based paints and coatings |
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CN104704064B (en) * | 2012-10-11 | 2017-12-22 | 巴斯夫欧洲公司 | Surfactant for water based paint |
CN105980465B (en) * | 2014-02-12 | 2018-09-18 | 斯泰潘公司 | Triphenyl vinyl phenol alkoxylate sulfosuccinate |
US10273376B2 (en) | 2014-07-30 | 2019-04-30 | Hewlett-Packard Development Company, L.P. | Ink composition and pre-treatment fixing fluid |
CN107108454A (en) * | 2014-12-22 | 2017-08-29 | 罗地亚经营管理公司 | The compound of alkoxylate be used for reduce base material coat particle combination purposes and its method |
CA2960249A1 (en) | 2016-03-28 | 2017-09-28 | Dow Global Technologies Llc | Aqueous compositions having polyalkoxylates for improved open time |
CA2960100A1 (en) | 2016-03-28 | 2017-09-28 | Dow Global Technologies Llc | Aqueous compositions having polyalkoxylate salts for improved open time |
EP3272823A1 (en) * | 2016-07-19 | 2018-01-24 | ALLNEX AUSTRIA GmbH | Drier compositions for alkyd resins |
US11117164B2 (en) | 2016-08-10 | 2021-09-14 | Swimc Llc | Edge build and edge blister performance of coil coatings |
AU2018203616B2 (en) | 2017-06-13 | 2024-02-15 | Dow Global Technologies Llc | Cidyl ether alkoxylate block copolymers |
AU2018203941B2 (en) * | 2017-06-27 | 2024-04-18 | Dow Global Technologies Llc | Glycidyl ether alkoxylate block copolymers |
WO2019120183A1 (en) * | 2017-12-22 | 2019-06-27 | Rhodia Operations | Method for improving scrub resistance of coatings |
EP3722376A1 (en) | 2019-04-09 | 2020-10-14 | Clariant International Ltd | Additives for improving the open time of aqueous dispersion paints and varnishes |
EP3722377A1 (en) | 2019-04-09 | 2020-10-14 | Clariant International Ltd | Additives for extending the open time of aqueous dispersion paints and varnishes |
US11673997B2 (en) * | 2019-07-31 | 2023-06-13 | Covestro Llc | Work time to walk-on time ratio by adding a phenolic catalyst to polyaspartic flooring formulations |
WO2021208019A1 (en) * | 2020-04-16 | 2021-10-21 | Wacker Chemie Ag | Use of water-based polymer dispersions |
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- 2010-04-13 SG SG2012040911A patent/SG181500A1/en unknown
- 2010-04-13 BR BR112012014037-0A patent/BR112012014037A2/en not_active Application Discontinuation
- 2010-04-13 US US12/798,832 patent/US8304479B2/en active Active
- 2010-04-13 EP EP10836300.3A patent/EP2510064B1/en active Active
- 2010-04-13 CA CA2783810A patent/CA2783810C/en active Active
- 2010-04-13 AU AU2010328689A patent/AU2010328689B2/en not_active Expired - Fee Related
- 2010-04-13 WO PCT/US2010/001085 patent/WO2011071510A1/en active Application Filing
- 2010-04-13 MX MX2012006638A patent/MX2012006638A/en unknown
- 2010-04-13 JP JP2012543079A patent/JP2013513691A/en not_active Ceased
- 2010-04-13 CN CN201080056169.9A patent/CN102652163B/en active Active
- 2010-04-13 KR KR1020127015137A patent/KR20120135195A/en not_active Application Discontinuation
- 2010-04-13 EA EA201290220A patent/EA201290220A1/en unknown
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Also Published As
Publication number | Publication date |
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CN102652163B (en) | 2015-07-15 |
US8304479B2 (en) | 2012-11-06 |
JP2013513691A (en) | 2013-04-22 |
BR112012014037A2 (en) | 2020-08-25 |
AU2010328689B2 (en) | 2014-07-31 |
US20110144248A1 (en) | 2011-06-16 |
CN102652163A (en) | 2012-08-29 |
SA110310655B1 (en) | 2014-06-25 |
MX2012006638A (en) | 2013-01-14 |
AU2010328689A1 (en) | 2012-06-14 |
EP2510064A4 (en) | 2013-05-01 |
EA201290220A1 (en) | 2013-01-30 |
SG181500A1 (en) | 2012-07-30 |
CA2783810C (en) | 2017-06-13 |
KR20120135195A (en) | 2012-12-12 |
WO2011071510A1 (en) | 2011-06-16 |
CA2783810A1 (en) | 2011-06-16 |
EP2510064B1 (en) | 2016-06-15 |
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